Tetraethyl orthocarbonate → HCID 178467357, compound

HRID 885417Notes

Reaction equation

HRID 885417 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[CH2:11]([O:13][C:14](OCC)(OCC)OCC)[CH3:12]>C(OC(C)C)(C)C>[CH2:11]([O:13][C:14]1[NH:1][C:2]2=[N:3][C:4]([CH3:10])=[CH:5][C:6]([CH3:9])=[C:7]2[N:8]=1)[CH3:12]

Participants

4

Reactant 2

HCID 66213Tetraethyl orthocarbonateHCID 110299024,6-Dimethylpyridine-2,3-diamine

Product 1

HCID 178467357HCID 178467357, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
155 °C

Procedure

2,3-Diamino-4,6-dimethylpyridine (U.S. Pat. No. 5,332,744; 2.70 g, 19.7 mmol) and tetraethoxymethane (16.5 mL, 78.7 mmol) were mixed, and the mixture was stirred at 155° C. for 2 hr. The mixture was cooled to room temperature, and diisopropyl ether (30 mL) was added. The precipitated solid was collected by filtration to give the title compound (2.42 g, 64%).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-012e4eff0eac47ef802c03993d44e7cb
Source dataset
uspto-grants-2012_08
Patent number
US08242151B2

Reaction notes

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